Daniel Rosenberg is a seasoned trial lawyer and the co-founder of a thriving civil litigation firm. With roots in criminal defense and a career built in courtrooms, Daniel shares how he went from retail entrepreneur to legal leader and why flexibility, grit, and courtroom instinct are the skills that drive his success. This episode is all about staying ready, even when your office is your car.
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Daniel Rosenberg didn’t start his career in law. With a background in business and retail, he helped run a multi-location family business before deciding to pursue law at age 27. This later-in-life decision gave Daniel a real-world foundation and a deep understanding of leadership, service, and pressure; skills he’s brought into every courtroom since.
“I went out in private. I have a business degree. So I went out and my father was in the retail business. So I opened like multiple stores with him," shares Daniel Rosenberg on You Are A Lawyer.
After years as a successful criminal defense attorney, Daniel co-founded a civil litigation firm with a partner whose focus was on business and real estate litigation. They now lead a growing firm with multiple divisions, including criminal, family, and civil litigation. Daniel stays hands-on with trial work and remains the firm’s most experienced litigator.
Daniel chose law school not out of pressure or tradition, but out of personal vision. After several years running retail stores, he wanted to pursue something he could build for himself. Law gave him a clear path forward, one where hard work and skill could open doors—especially in the courtroom, where he naturally gravitated.
“At like age 27, I decided I want to do my own thing," reflects Daniel Rosenberg on Episode 208 of You Are a Lawyer.
Unlike some law students unsure of their path, Daniel was confident that litigation was where he belonged. He saw trials as a space where intellect and performance intersect—and he’s never looked back. His time in law school was fueled by clarity of purpose and a desire to turn his business background into something more autonomous and impactful.
For Daniel Rosenberg, a law degree was more than a license, it was a launchpad. He used it not just to practice law, but to build something: a multi-attorney, multi-division firm that supports clients across criminal, family, and civil matters. His career shows that a JD can be the foundation for leadership, entrepreneurship, and growth.
“We have a division that does family litigation… one that does business and real estate litigation… and then we have division that does criminal defense," shared Daniel Rosenberg on Episode 208 of You Are a Lawyer.
Whether it’s managing teams, handling high-stakes trials, or growing client relationships, Daniel’s law degree has given him the tools to lead in more ways than one. He encourages lawyers to think beyond the billable hour and see their training as a flexible, powerful asset.
While Daniel doesn’t speak to a traditional “side hustle,” his path to law is entrepreneurial at its core. Starting in retail, he learned how to run a business before ever setting foot in court. That business instinct followed him into his legal practice—and now shapes how he runs his law firm.
“I was the in-court person and started getting all kinds of different cases,” Daniel Rosenberg shares in Episode 208 of You Are a Lawyer.
From taking on trial-heavy work to structuring a multi-division firm, Daniel's business-first mindset helped him grow a practice that goes beyond solo litigation. His story is proof that even full-time litigators can (and should) think like entrepreneurs.
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Daniel is licensed to practice law in the State of Florida.
Kyla Denanyoh hosts the You Are A Lawyer podcast.
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